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A terminal acetylenic Propargyl alcohol that is prop-2-yne substituted by a hydroxy group at position 1.
Propargyl alcohol is a colorless liquid with a geranium-like odor.
Propargyl alcohol is used in metal plating and pickling and asa corrosion inhibitor of mild steel in mineral acids.
CAS: 107-19-7
MF: C3H4O
MW: 56.06
EINECS: 203-471-2
Propargyl alcohol, or 2-propyn-1-ol, is an organic compound with the formula C3H4O.
Propargyl alcohol is the simplest stable alcohol containing an alkyne functional group.
Propargyl alcohol is a colorless viscous liquid that is miscible with water and most polar organic solvents.
Propargyl alcohol is a solvent stabilizer that is useful as an intermediate in organic synthesis, an electroplating brightener additive.
Propargyl alcohol is useful 3-carbon fragment in acetylene coupling reactions, Propargyl alcohol undergoes Pd-catalyzed O-coupling with alcohols to give the corresponding 1-methoxyallyl ethers.
Propargyl alcohol, or 2-propyn-1-ol, is an organic compound with the formula C3H4O.
Propargyl alcohol is the simplest stable alcohol containing an alkyne functional group.
Propargyl alcohol is a colorless viscous liquid that is miscible with water and most polar organic solvents.
Propargyl alcohol is used as a chemical intermediate, solvent stabilizer, soil fumigant, and corrosion inhibitor.
Prevent Propargyl alcohol from entering drains.
Prevent further leakage or spillage if safe to do so.
If Propargyl alcohol contaminates rivers and lakes or drains inform respective authorities.
Drinking water testing gives you several benefits like peace of mind, identifying contaminants in your water, and insight into health concerns.
Propargyl alcohol Chemical Properties
Melting point: -53 °C
Boiling point: 114-115 °C(lit.)
Density: 0.963 g/mL at 25 °C(lit.)
Vapor density: 1.93 (vs air)
Vapor pressure: 11.6 mm Hg ( 20 °C)
Refractive index: n20/D 1.432(lit.)
Fp: 97 °F
Storage temp.: 2-8°C
Form: Liquid
pka: 13.6(at 25℃)
Color: Clear colorless to slightly yellow
Water Solubility: miscible
Merck: 14,7809
BRN: 506003
Exposure limits: No exposure limit has been set for 2-propyn1-ol.
A TLV-TWA of 1 ppm (～2.3 mg/m3) should be appropriate for this compound.
This estimation is based on its similarity to allyl alcohol in chemical properties and toxic actions.
LogP: -0.35 at 25℃
CAS DataBase Reference: 107-19-7(CAS DataBase Reference)
NIST Chemistry Reference: Propargyl alcohol (107-19-7)
EPA Substance Registry System: Propargyl alcohol (107-19-7)
A dark liquid with a "fishlike" odor.
Less dense than water.
Flash point 90°F.
Boiling point is 239°F.
Corrosive and contact may severely irritate skin, eyes, and mucous membranes.
May be toxic by ingestion, inhalation and skin absorption.
Used to make other chemicals.
Uses
Propargyl alcohol is a solvent stabilizer that is useful as an intermediate in organic synthesis, an electroplating brightener additive.
Propargyl alcohol is useful 3-carbon fragment in acetylene coupling reactions, It undergoes Pd-catalyzed O-coupling with alcohols to give the corresponding 1-methoxyallyl ethers.
To prevent the hydrogen embrittlement of steel; as a corrosion inhibitor, solvent stabilizer, soil fumigant, and chemical intermediate.
Chemical intermediate, corrosion inhibitor, lab reagent, solvent stabilizer, prevents hydrogen embrittlement of steel, soil fumigant.
Propargyl alcohol is used in metal plating and pickling and asa corrosion inhibitor of mild steel in mineral acids.
Propargyl alcohol also finds application in preventingthe hydrogen embrittling of mild steel inacids.
Propargyl alcohol is used as an intermediate for makingmiticide and sulfadiazine.
Propargyl alcohol has an industrial use resulting in manufacture of another substance (use of intermediates).
Propargyl alcohol is used in the following areas: scientific research and development.
Propargyl alcohol is used for the manufacture of: chemicals.
Release to the environment of Propargyl alcohol can occur from industrial use: in processing aids at industrial sites, as an intermediate step in further manufacturing of another substance (use of intermediates), as processing aid and of substances in closed systems with minimal release.
Reactions and applications
Propargyl alcohol polymerizes with heating or treatment with base.
Propargyl alcohol is used as a corrosion inhibitor, a metal complex solution, a solvent stabilizer and an electroplating brightener additive.
Propargyl alcohol is also used as an intermediate in organic synthesis.
Secondary and tertiary substituted propargylic alcohols undergo catalyzed rearrangement reactions to form α,β-unsaturated carbonyl compounds via the Meyer–Schuster rearrangement and others.
Propargyl alcohol can be oxidized to propynal or propargylic acid.
As an indication of the electronegativity of an sp carbon, Propargyl alcohol is significantly more acidic (pKa = 13.6) compared to its sp2-containing analog allyl alcohol (pKa = 15.5), which is in turn more acidic than the fully saturated (sp3 carbons only) n-propyl alcohol (pKa = 16.1).
Production Methods
Propargyl alcohol is the major commercially available acetylenic primary alcohol.
Propargyl alcohol is a byproduct of butynediol production.
In the usual high-pressure butynediol process, about 5% of the product is Propargyl alcohol.
Some processes give higher proportions of Propargyl alcohol.
Propargyl alcohol is produced by the copper-catalysed addition of formaldehyde to acetylene as a by-product of the industrial synthesis of but-2-yne-1,4-diol.
Propargyl alcohol can also be prepared by dehydrochlorination of 3-chloro-2-propen-1-ol by NaOH.
Reactivity Profile
Propargyl alcohol, FATTY ACID DERIVED AMINES is an aminoalcohol mixture.
Amines are chemical bases.
They neutralize acids to form salts plus water.
These acid-base reactions are exothermic.
The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base.
Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides.
Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.
When phosphorus pentaoxide is added to Propargyl alcohol caused ignition.
Acetyl bromide reacts violently with alcohols or water.
Mixtures of alcohols with concentrated sulfuric acid and strong hydrogen peroxide can cause explosions.
Example: An explosion will occur if dimethylbenzylcarbinol is added to 90% hydrogen peroxide then acidified with concentrated sulfuric acid.
Mixtures of ethyl alcohol with concentrated hydrogen peroxide form powerful explosives.
Mixtures of hydrogen peroxide and 1-phenyl-2-methyl propyl alcohol tend to explode if acidified with 70% sulfuric acid.
Alkyl hypochlorites are violently explosive.
They are readily obtained by reacting hypochlorous acid and alcohols either in aqueous solution or mixed aqueous-carbon tetrachloride solutions.
Chlorine plus alcohols would similarly yield alkyl hypochlorites.
They decompose in the cold and explode on exposure to sunlight or heat.
Tertiary hypochlorites are less unstable than secondary or primary hypochlorites.
Base-catalysed reactions of isocyanates with alcohols should be carried out in inert solvents.
Such reactions in the absence of solvents often occur with explosive violence.
Skin
Get medical aid immediately.
Immediately flush skin with plenty of soap and water for at least 15 minutes while removing contaminated clothing and shoes.
Wash clothing before reuse.
Destroy contaminated shoes.
Health Hazard
May cause toxic effects if inhaled or ingested/swallowed.
Contact with substance may cause severe burns to skin and eyes.
Fire will produce irritating, corrosive and/or toxic gases.
Vapors may cause dizziness or suffocation.
Runoff from fire control or dilution water may cause pollution.
Flammable, moderate fire risk.
Toxic by ingestion, inhalation, and skin absorption.
Eye irri- tant, liver and kidney damage.
Fire Hazard
Flammable/combustible material.
May be ignited by heat, sparks or flames.
Vapors may form explosive mixtures with air.
Vapors may travel to source of ignition and flash back.
Most vapors are heavier than air.
They will spread along ground and collect in low or confined areas (sewers, basements, tanks).
Vapor explosion hazard indoors, outdoors or in sewers.
Runoff to sewer may create fire or explosion hazard.
Containers may explode when heated.
Many liquids are lighter than water.
Synonyms
PROPARGYL ALCOHOL
Prop-2-yn-1-ol
2-Propyn-1-ol
107-19-7
2-Propynyl alcohol
Ethynylcarbinol
1-Propyn-3-ol
Ethynyl carbinol
Methanol, ethynyl-
Propynyl alcohol
2-Propynol
3-Propynol
1-Hydroxy-2-propyne
3-Hydroxy-1-propyne
Acetylenylcarbinol
Acetylene carbinol
Agrisynth PA
Propiolic alcohol
RCRA waste number P102
prop-2-yne-1-ol
Prop-2-in-1-ol
propargylalcohol
1-Propyn-3-yl alcohol
NSC 8804
DTXSID5021883
CHEBI:28905
E920VF499L
NSC-8804
Propargyl alcohol [NA1986] [Flammable liquid]
30306-19-5
2-propyne-1-ol
CCRIS 6781
HSDB 6054
EINECS 203-471-2
NA1986
RCRA waste no. P102
BRN 0506003
ethynylmethanol
UNII-E920VF499L
AI3-24359
prop-2-ynol
propyn-3-ol
1-Propyne-3-ol
2-propyn-1 ol
MFCD00002912
prop-2-yn-I-ol
prop-1-yn-3-ol
Propargyl alcohol, 99%
bmse000363
EC 203-471-2
HC.$.CCH2OH
WLN: Q2UU1
4-01-00-02214 (Beilstein Handbook Reference)
PROPARGYL ALCOHOL [MI]
DTXCID301883
CHEMBL1563026
PROPARGYL ALCOHOL [HSDB]
NSC8804
ZINC895974
Tox21_200976
BBL011350
STL146440
AKOS000118737
NA 1986
NCGC00091559-01
NCGC00091559-02
NCGC00258529-01
BP-30161
CAS-107-19-7
P0536
EN300-19326
C05986
Q903345
Q-201629
F0001-0140
